polyfacts - techno chemical · design and synthesize a variety of polymer architectures having...

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Poly Facts Monomers / Polymers News l Views l Insights from . . . Vol. 1 | No. 1 IN THIS ISSUE. . . Welcome .............................................................................................................................................. 1 Carbazole Monomers and Polymers ..................................................................................................... 2 Novel Biodegradable Polyethylene Glycol-Lactic Acid Block Polymers ................................................ 3 Furan Building Blocks - Organic Intermediates ......................................................................................... 4 Fluorescent Acrylic Monomers ...................................................................................................................... 4 www.polysciences.com R eaders will notice immediately that we have made some changes to our newsletter format. But what did not change is our commitment to inform our customers of new Polysciences’ products, emerging areas of technology, new applications and uses for the wide variety of products we offer. We hope you will continue to find PolyFacts a valuable, concise resource for your research needs. About the changes First you might notice the newsletter focus on Monomers & Polymers. Polysciences has been publishing PolyFacts on a quarterly basis for a number of years. Historically, every PolyFacts featured articles highlighting each of our business segments spanning BioSciences to Electronic Materials. Our customers suggested that a newsletter concentrated and targeted to specific areas of technology would be more valuable. We listened! Now, we intend to publish PolyFacts with each having a focus. We see continuing trends toward the use of polymers in the electronics and biological arenas where polymers with unique electronic or biodegradable characteristics are finding application. This PolyFacts edition highlights new offerings in these areas. In addition to maintaining an extensive inventory of monomers and polymers useful as basic building blocks in a variety of applications, we continue to add products we believe you will find thought provoking. Monomers & Polymers At-A-Glance New Selection Guides Lead the Way Poly Pointer 2006-2007 Catalog! New look AND loaded with new products. Order Yours Today! www.polysciences.com Corporate Headquarters Polysciences, Inc. 400 Valley Road, Warrington, PA 18976 1 (800) 523-2575 or (215) 343-6484 Fax: 1 (800) 343-3291 Email: [email protected] Europe - Germany Polysciences Europe GmbH Handelsstr. 3 D-69214 Eppelheim, Germany (49) 6221-765767 Fax: (49) 6221-764620 Email: [email protected] T he Monomers & Polymers section of our 2006-2007 catalog now includes well organized selection guides to assist synthetic and formulation scientists, in choosing the best suited monomers or polymers for your particular applications. Polysciences stocks a wide portfolio of monomers and polymers and specializes in custom synthetic capabilities. Polysciences’ knowledgeable, professional technical support specialists are ready to assist you with your monomer and/or polymer questions. The list below represents a sampling of the various product groups found in the catalog. Acid Containing Acid Containing, Metal Salts Acrylic (Neutral, Monofunctional) Adhesion Promoting Amine Containing Crosslinking Acrylic-Difunctional Crosslinking Acrylic-Multifunctional Dual Reactive Acrylic Epoxides / Anhydrides / Imides Fluorescent Acrylic Fluorinated Acrylic High / Low Refractive Index Hydroxy Containing Mono and Difunctional Gycol Oligomeric Styrenic UV (light) Active Vinyl and Ethenyl Welcome. . . To the Redesigned PolyFacts for Monomers & Polymers Monomers Acid-functional (and salts) Amides Amine-functional Biodegradable Block Copolymers Conductive Halogen-containing Liquid Crystal Phenol-functional Phosphonic Acids Photoactive Reactive Water-soluble Polymers

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Page 1: PolyFacts - TECHNO CHEMICAL · design and synthesize a variety of polymer architectures having integral PEG segments. For researchers not inclined to design or synthesize their own

PolyFactsMonomers / Polymers

News l Views l Ins ights from . . .

Vol. 1 | No. 1

I N T H I S I S S U E . . .

Welcome .............................................................................................................................................. 1Carbazole Monomers and Polymers ..................................................................................................... 2Novel Biodegradable Polyethylene Glycol-Lactic Acid Block Polymers ................................................ 3Furan Building Blocks - Organic Intermediates ......................................................................................... 4Fluorescent Acrylic Monomers ...................................................................................................................... 4

www.polysciences.com

Readers will notice immediately that we havemade some changes to our newsletter format.But what did not change is our commitment to

inform our customers of new Polysciences’ products,emerging areas of technology, new applications anduses for the wide variety of products we offer. Wehope you will continue to find PolyFacts a valuable,concise resource for your research needs.

About the changesFirst you might notice the newsletter focus onMonomers & Polymers. Polysciences has beenpublishing PolyFacts on a quarterly basis for a numberof years. Historically, every PolyFacts featured articleshighlighting each of our business segments spanningBioSciences to Electronic Materials.

Our customers suggested that a newsletterconcentrated and targeted to specific areas oftechnology would be more valuable. We listened!Now, we intend to publish PolyFacts with eachhaving a focus.

We see continuing trends toward the use of polymersin the electronics and biological arenas where polymerswith unique electronic or biodegradable characteristicsare finding application. This PolyFacts edition highlightsnew offerings in these areas.

In addition to maintaining an extensive inventoryof monomers and polymers useful as basic buildingblocks in a variety of applications, we continue to addproducts we believe you will find thought provoking.

Monomers & Polymers At-A-GlanceNew Selection Guides Lead the Way

PolyPointer(2006-2007 Catalog!

New look AND loadedwith new products.

Order Yours Today!www.polysciences.com

Corporate HeadquartersPolysciences, Inc.400 Valley Road,

Warrington, PA 189761 (800) 523-2575 or (215) 343-6484

Fax: 1 (800) 343-3291Email: [email protected]

Europe - GermanyPolysciences Europe GmbH

Handelsstr. 3D-69214 Eppelheim, Germany

(49) 6221-765767Fax: (49) 6221-764620

Email: [email protected]

T he Monomers & Polymers section of our 2006-2007 catalog now includes well organized selectionguides to assist synthetic and formulation scientists, in choosing the best suited monomers or polymersfor your particular applications. Polysciences stocks a wide portfolio of monomers and polymers and

specializes in custom synthetic capabilities. Polysciences’ knowledgeable, professional technical supportspecialists are ready to assist you with your monomer and/or polymer questions. The list below represents asampling of the various product groups found in the catalog.

• Acid Containing

• Acid Containing, Metal Salts

• Acrylic (Neutral, Monofunctional)

• Adhesion Promoting

• Amine Containing

• Crosslinking Acrylic-Difunctional

• Crosslinking Acrylic-Multifunctional

• Dual Reactive Acrylic

• Epoxides / Anhydrides / Imides

• Fluorescent Acrylic

• Fluorinated Acrylic

• High / Low Refractive Index

• Hydroxy Containing

• Mono and Difunctional

Gycol Oligomeric

• Styrenic

• UV (light) Active

• Vinyl and Ethenyl

Welcome. . .To the Redesigned PolyFacts for Monomers & Polymers

Monomers• Acid-functional (and salts)

• Amides

• Amine-functional

• Biodegradable

• Block Copolymers

• Conductive

• Halogen-containing

• Liquid Crystal

• Phenol-functional

• Phosphonic Acids

• Photoactive

• Reactive

• Water-soluble

Polymers

Page 2: PolyFacts - TECHNO CHEMICAL · design and synthesize a variety of polymer architectures having integral PEG segments. For researchers not inclined to design or synthesize their own

2

Carbazole Monomersand Polymers

Carbazole is one of a groupof organic heterocyclic compounds containing adibenzopyrrole system, alsoknown as 9-azafluorene.1

I n general, Carbazoles are a large andintriguing group of organic compoundsamong which one can find dyestuffs,

active pharmaceutical ingredients, andplastics.1,2

The basic heterocyclic aromaticcompound containing a dibenzopyrrolesystem—Carbazole—is produced duringcoal gasification and even in cigarettesmoke. Several thousand tons of carbazoleare produced commercially each year fromcrude anthracene fractions of coal tar andcrude oil. Carbazole is used as a rawmaterial and intermediate in manufacturingof dyes (e.g., pigment Violet-23 which hasbroad utility in different applications frominks to contact lenses), pharmaceuticals(e.g., heterocyclic analogues of carbazolealkaloids such as Ellipticine relatedcompounds and Indolocarbazoles that haveantitumor, antiviral and protein kinaseinhibitor activities), also for UV-sensitiveand photoconductive polymers.

One of the interesting moleculesderived from carbazole is N-Vinylcarbazole.(Fig. 1) This reactive monomer ismanufactured from carbazole andacetylene at high pressures and

temperatures. Utilizing bulk, emulsion, or suspension polymerization techniques, N-Vinylcarbazole can be converted intopoly(N-Vinylcarbazole), a unique organicphotoconductive polymer.3 These polymershave demonstrated great utility and are ofcontinuing interest to the electronicsindustry. Organic photo-conductors basedon poly(N-Vinylcarbazole) are in use dailyacross the globe in laser printers and copymachines.

Polysciences is pleased to add a newcarbazole monomer to our portfolio: 2-(9H-Carbazol-9-yl)ethyl methacrylate (Fig. 2) which has been investigated foruse in non-linear optical materials.This novel monomer is a solvent soluble,crystalline solid which polymerizes readily

Monomers / PolymersPolyFacts

N

with a variety of monomers. Polymersderived from this monomer often showimproved solubility and tractability versuspoly(N-Vinylcarbazole) analogs.

Carbazole and its numerous derivativespossess both desirable physical propertiesand favorable conductive behavior suchthat numerous potential applications, suchas high density optical data storage, opticalimage processing, phase conjugatedmirrors, dynamic holography, opticalcomputing, parallel optical logic, patternrecognition, biosensors, and biologicaltransistors are all under currentinvestigation. PF

References1) Parker, S.P., Ed. In chief; McGraw-Hill Dictionary of Chemistry;

McGraw-Hill Book Co.; New York, NY, 1997: 67.

2) http://www.polymers.tudelft.nl/wubweb/PDF/MW60-Diduch-etalSynth%20Metals-139-515-520 2003.pdf

3) Technical Data Sheet #263. http://www.polysciences.com/shop/assets/datasheets/263.pdf

Polysciences stocks both carbazole monomers and polymers for your research

Description Cat. # Size

N-Vinylcarbazole 02429 100g

Poly(N-Vinylcarbazole) 02428 50g

2-(9H-Carbazol-9-yl)ethyl methacrylate 24372 1g, 5g

Request your FREE copy of the 2006-2007 Polysciences, Inc. catalogwhich contains detailed information on all of our monomers and polymers.

Visit www.polysciences.com today!

Fig. 1

(Cat. #02429)

N

O

OFig. 2

(Cat. #24372)

U.S. & Canada: (800) 523-2575 / (215) 343-6484 Fax: (800) 343-3291 / (215) 343-0214 email: [email protected]

Page 3: PolyFacts - TECHNO CHEMICAL · design and synthesize a variety of polymer architectures having integral PEG segments. For researchers not inclined to design or synthesize their own

3

T he exploration of polyethyleneglycolated (PEG) materials inbiosciences and pharmaceutics has

grown rapidly. Biomolecule conjugates withPEG polymer derivatives have shownincreased bioavailability in contrast to thenon-conjugated molecule.

Polymer structures featuringpolyethylene glycol (PEG) segments withbiodegradable or biocompatible segmentsoffer micellular, nano and microspheremorphologies whichare useful forcontrolled releaseformulations. Whencoupled with a targetguest molecule,these micelles offerboth a protectivesheath and an abilityto regulate slow release. Comb/graft or block polymer architectures are typicallyemployed to isolate the PEG segments ofthe polymer to facilitate the properformation of the micelle or microspheremorphology. Polysciences offers a widearray of glycolated, reactive monomerswhich enable the material scientist todesign and synthesize a variety of polymerarchitectures having integral PEG segments.

For researchers not inclined to designor synthesize their own polymers,Polysciences has an expanded portfolioof PEG block copolymers. Research indrug delivery and tissue engineering hasrevealed the interesting properties of polyethylene glycol–b-lactic acid copolymers.For example, PEG-b-PLA block copolymershave been used to develop formulations forcarrying bone morphogenetic protein.1,2

Cancer researchers have also used PEG/PLA

block copolymers as micellar anticancercarriers.3,4 Researchers have used the blockcopolymers for nano/micro-sphere formula-tion for drug delivery purposes.5,6 PEG/PLAblock copolymers have also been used informulation of artificial blood systems.7

We have a rich selection of diblockand triblock copolymers comprising PEGand polylactic acid (PLA). The PLA segmentsare synthesized from d,l-lactic acid.

Novel Biodegradable PolyethyleneGlycol-Lactic Acid Block Polymers

HO O

O

O

M N

Polymers of polylactic acid are fullybiodegradable. The PLA segments inPEG/PLA diblock and triblock polymers willshow similar behavior. This selection ofblock polymers is representative of asynthetic technology with broad structuralcontrol. If desired, other members of thefamily could be synthesized.

This class of highly engineered polymerswill open new possibilities to researchersexploring uses of biodegradable micelles,

microspheres and controlledrelease morphologies. AllPolysciences PEG/PLA blockpolymers are available in 1gram quantities. PF

References1) Miyamoto, S.; etal, Polylactic acid-polyethylene glycol block copolymer.

A new biodegradable synthetic carrier for bone morphogeneticprotein. Clin Orthop Relat Res. 1993 Sep;(294):333-43.

2) Saito, N., etal, Synthetic biodegradable polymers as drug deliverysystems for bone morphogenetic proteins. Adv Drug Deliv Rev. 2005May 25;57(7):1037-48. Epub 2005 Apr 15. Review.

3) Liggins RT, Burt HM., Polyether-polyester diblock copolymers for thepreparation of paclitaxel loaded polymeric micelle formations.

Adv Drug Delivery Rev. 2002; 54:191-202.

4) Liu, L., etal, Biodegradable Polylactide/Poly(ethylene glycol)/PolylactideTriblock Copolymer Micelles as Anticancer Drug Carriers. Journal ofApplied Polymer Science, Vol. 80, 1976–1982 (2001)

5) Kwon, G. D. Diblock copolymer nanoparticles for drug delivery.Crit Rev Ther Drug Carrier Syst. 1998; 15(5):481-512. Review.

6) Jeong B, etal., Biodegradable block copolymers as injectabledrug-delivery systems. Nature, 1997; 388, 860-862.

7) Chang TM, etal., Analysis of polyethylene-glycol-polylactidenanodimension artificial red blood cells in maintaining systemichemoglobin levels and prevention of methemoglobin formation.Artif Cells Blood Substit Immobil Biotechnol., 2003; Aug; 31, (3):231-47.

Diblock Polymers (Numbers in parentheses refer to Mw of the segment)

Description Cat. # Size

PEG(350)-b-PLA(300) 24375 1g

PEG(1000)-b-PLA(750) 24378 1g

PEG(1000)-b-PLA(5000) 24381 1g

PEG(5000)-b-PLA(1000) 24386 1g

PEG(5000)-b-PLA(5000) 24389 1g

Triblock Polymers (Numbers in parentheses refer to Mw of the segment)

Description Cat. # Size

PLA(1000)-b-PEG(1000)-b-PLA(1000) 24500 1g

PLA(2000)-b-PEG(1000)-b-PLA(2000) 24501 1g

PLA(5000)-b-PEG(1000)-b-PLA(5000) 24502 1g

PLA(1000)-b-PEG(4000)-b-PLA(1000) 24503 1g

PLA(1000)-b-PEG(10,000)-b-PLA(1000) 24509 1g

HO

OO

OHL M N

O

Odiblock triblock

SpecialLimited TimeOffer

SpecialLimited TimeOffer

To take advantage of this offer, place promotional code 0606PEGPLAW in the"comments" field during final purchase approval when ordering via the web.

Visit www.polysciences.comfor more details.

Europe: +(49) 6221-765767 Fax: +(49) 6221-764620 email: [email protected] www.polysciences.com

Page 4: PolyFacts - TECHNO CHEMICAL · design and synthesize a variety of polymer architectures having integral PEG segments. For researchers not inclined to design or synthesize their own

2 Position Substituted Furans• 2-furaldehyde (furfural)• 2-furfuryl alcohol• 2-ethoxymethyl furan• 2-acetyl furan• 2-bromofuran• 2-butanoylfuran• 2-butyl furan• 2-ethylfurfuryl ether• 2-furfuryl acetate• 2-furfuryl amine• 2-furoic acid• 2-heptyl furan• 2-methyl furan• 2-methyl furoate• 2-methyl tetrahydrofuran• 2-methyl tetrahydrofuroate• 2-pentyl furan

• 2-tetrahydrofurfuryl acetate• 2-tetrahydrofurfuryl amine• 2-tetrahydrofurfuryl butyrate• 2-tetrahydrofurfuryl propionate• difuryl propane• ditetrahydrofuryl propane• ethyl 2-furoate• tetrahydrofurfuryl alcohol• tetrahydrofurfuryl benzoate• tetrahydrofuroic acid

Furan based synthons are finding new uses in organic andpolymer synthesis applications including pharmaceutical,graphic arts, agricultural, flavor/fragrance as well as organic

intermediates industries.Polysciences Inc. is pleased to announce the availability of

a family of furan derivatives including the difficult-to-find 3rd

position substituted furanes. Unique boronic acid or halogenfunctional furan building blocks are appropriate for use in “SuzukiSynthesis”1,2 carbon-carbon bond forming reactions catalyzed bypalladium. Please visit: www.polysciences.com to learn moreabout these exciting new materials.

Monomers / PolymersPolyFacts

Turning Bright Ideas Into Reality for Over 40 Years! Custom Synthesis & Contract Manufacturing

u FDA Registered Facility u GMP Compliant Batch Records u Unique Monomers & Polymers u Ultra-pure Specialty & Fine Chemicalsu Custom Synthesis to Your Specifications

u Start-Ups, Pilot Scale-Up, or Full-Scale Production

Call Us Today to See What Idea We Can Make Into a Reality for You!

U.S. & Canada: 1 (800) 523-2575, Europe:(49) 6221-765767

Furan Building BlocksNew Furan Based Synthons Finding Uses in Organic & Polymer Applications

References1) N. Miyaura and A. Suzuki, Chem. Rev., 95, 2457, 19952) A. Suzuki, Metal-catalyzed Cross Coupling Reactions, Wiley-VCH, 49-97 (1988)3) Y. Matsuya et. al. “Synthesis of a new class of furan fused tetracyclic compounds using o-quino dimethane chemistry and investigation of their anti-viral activity”, J. Org. Chem., 69(23) 7989-93 20044) J.A. Castro Hermida et.al.,”Anti Cryptosporidial activity of furan derivative G-1 and its inclusion complex with B-cyclodextrin,” J. Pharm. Sci., 93(1) 197-206 2004

3 Position Substituted Furans• 3-bromofuran• 3-furaldehyde• 3-furan boronic acid

2,5 Disubstituted Furans• 2,5 dibromofuran• 2,5 diethyl tetrahydrofuran• 2,5 dimethyl furan• 2-methyl-5-acetyl furan• 2-methyl-5-butanoylfuran• 2-methyl-5-pentanoyl furan• bis-(hydroxymethyl) furan• methyl 2-bromofuran carboxylate

3,4 Disubstituted Furans• dimethyl 3,4 furan dicarboxylate• furan-3,4 dicarboxylic acid

2-furaldehyde (furfural)

O

Br

3-bromofuran

O CH3

H3C

O

2-methyl-5-acetyl furan

O

HO

O O

OH

furan-3,4 dicarboxylic acid

Description Cat. # Size(s)

3,8-Dimethylacryloyl ethidium bromide 23590 100mg, 1g

Methacryloxyethyl thiocarbamoyl rhodamine 23591 100mg, 1g

9-Anthracenylmethyl methacrylate 23587 100mg, 1g

Fluorescein dimethacrylate 23589 100mg, 1g

O-Methacryloyl Hoechst 33258 23592 100mg, 1g

2-Naphthyl acrylate 06024 1g

2-Naphthyl methacrylate 23602 100mg, 1g

1-Pyrenylmethyl methacrylate 23588 100mg, 1g

Fluorescent Acrylic Monomers

Monomers with fluorescent tags are often used to buildpolymers that can be detected at very low concentrationsusing fluorescence spectroscopy. Polymer migration and

diffusion has been studied using fluorescent tags.Polymer microspheres containing fluorescent groups are used

routinely for flow cytometry and medical diagnostic assays. Someexamples of our range of Fluorescent Acrylic Monomers are shownat right. To learn more about our Fluorescent Monomers, please goto: http://www.polysciences.com/shop/assets/datasheets/513.pdfto download Technical Data Sheet #513.

For specialized derivatives of these or other furans, call for a quotation!

Polysciences, Inc. 400 Valley Road, Warrington, PA 18976 Phone: 1 (800) 523-2575 / (215) 343-6484 Fax: (800) 343-3291 / (215) 343-0214 email: [email protected] Europe GmbH Handelsstr. 3 D-69214 Eppelheim, Germany Phone: (49) 6221-765767 Fax: (49) 6221-764620 email: [email protected]

Page 5: PolyFacts - TECHNO CHEMICAL · design and synthesize a variety of polymer architectures having integral PEG segments. For researchers not inclined to design or synthesize their own

www.polysciences.com

SAR-GEL®

SAR-GEL®, Water Indicating Paste Catalog #24615

Water indicating paste provides a fast, reliable wayto detect water bottoms in storage tanks containinggasoline and gasoline/alcohol blends, diesel, jet fuel,fuel oil, solvents and other materials.

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to brilliant pink• Faster reaction - immediate detection means less

time wasted• Easy to see water line - does not run• Fast, easy cleanup

Headquarters | 400 Valley Road, Warrington, PA 18976 | Phone: (800) 523-2575 / (215) 343-6484 | Fax: (800) 343-3291 / (215) 343-0214 | email: [email protected]

Polysciences Europe GmbH | Handelsstr. 3 D-69214 Eppelheim, Germany | Phone: (49) 6221-765767 | Fax: (49) 6221-764620 | email: [email protected]

Apply a small amount of SAR-GEL® paste to theend of dip stick.

Spread over surface. Insert dip stick in tank for10 seconds.

Presence of waterindicated where SAR-GEL®

paste turns brilliant pink.

SAR-GEL® is easy to use:

1 2 3 4

Buy 5 Tubes, Get 1 FREE2006 Promotion

Catalog #24615-1 SAR-GEL® 1oz tubeOffer Expires December 31, 2006

Stock up on SAR-GEL® with our

Please use promo code: SARGEL2006 to receive Buy 5 tubes, Get 1 free offer. Visit www.polysciences.com and enter SARGEL2006 in the Comments field during Final Purchase Approvalwhen ordering via the web. Web orders will not show free tube at time of purchase. One free tube will be applied to the order and appear on the invoice. Offer for buy 5 SAR-GELtubes, get 1 FREE valid until December 31, 2006 on orders placed by phone, fax or web. Offer can not be combined with any other discount or promotion on same products.

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